Kaunakakai holiday lettings

We found 39 holiday rentals — enter your dates for availability

Discover a selection of 21 apartments, 68 flats and other holiday rentals in Kaunakakai that are perfect for your trip. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

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Head to the lively city of Kaunakakai

Enjoy the live music and other features of Kaunakakai. This relaxing city is known for its island views, beaches and seaside. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Kaunakakai

Are you looking for attractions to visit during your stay? Venture out of your cosy holiday rental and experience everything that makes Kaunakakai a fun spot to go on holiday. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Kapalua Golf Resort Bay Course (24.1 mi / 38.9 km)
  • Kapalua Resort (24.3 mi / 39.1 km)
  • Kaanapali Kai Course at Kaanapali Golf Resort (24.6 mi / 39.7 km)
  • Kaanapali Golf Courses (24.7 mi / 39.7 km)
  • Kapalua Golf Club Plantation Course (25.5 mi / 41 km)
  • Coffees of Hawaii Plantation Store (4.8 mi / 7.8 km)

Exploring the natural features in Kaunakakai

Travellers enjoy Kaunakakai for its island views and beaches. Whether you're an adventurous traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Kaunakakai. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Kaanapali Beach (24.3 mi / 39.2 km)
  • Molokai Harbor (0.4 mi / 0.7 km)
  • Moloka'i Beaches (1.8 mi / 2.8 km)
  • Kalaupapa National Historical Park (7.4 mi / 11.8 km)
  • Kepuhi Beach (15.8 mi / 25.5 km)
  • Papohaku Beach (16.5 mi / 26.5 km)

Seasonal weather in Kaunakakai

If warm-weather activities are high on your list, September, August, October and July are the hottest months to visit, when temperatures average 26°C.

Transport to and around Kaunakakai

The nearest airport is in Hoolehua, HI (MKK-Molokai), located 6.2 mi (10 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Kalaupapa, HI (LUP), which is 8.6 mi (13.9 km) away.

Frequently asked questions

What is the best area to stay in Kaunakakai when booking a holiday rental?
When considering a holiday rental in Kaunakakai, Hawaii, a fantastic area to stay is along the waterfront, particularly near the charming district of Kaunakakai Town. This area offers a delightful mix of local culture and easy access to stunning views of the ocean. You'll find a variety of properties here, ranging from cosy cottages to more spacious holiday homes, providing ample options for every type of traveller.

Being close to the town centre, you'll have the advantage of exploring local shops, eateries, and markets, which truly showcase the vibrant spirit of Molokai. One of the top attractions in this area is the Molokai Museum & Cultural Centre, where you can immerse yourself in the rich history and traditions of the island. Additionally, the nearby Kaunakakai Harbor is great for those who wish to take boat trips to enjoy the surrounding natural beauty, including snorkelling and whale watching during the right season.
How much does it cost to rent a holiday home in Kaunakakai?
Prices for holiday rentals in Kaunakakai vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Kaunakakai to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Kaunakakai holiday house rentals?
You can find great discounts on house rentals in Kaunakakai on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Kaunakakai?
For renting a beach house in Kaunakakai, Hawaii, travellers should focus on the coastal areas along the southern shore of Molokai. The vicinity near the Kaunakakai Harbor provides easy access to beautiful beaches, where holiday rentals often boast stunning ocean views and direct beach access. Many properties in this area feature amenities such as spacious outdoor decks, barbecues, and fully equipped kitchens, making them great for families or groups looking to enjoy the laid-back island lifestyle.

Further along the coastline, the area near the Molokai Island's famous Papohaku Beach is another excellent option. Here, beach houses often come with private beach access, large gardens, and sometimes even swimming pools, offering plenty of space for relaxation and outdoor activities. This stretch is known for its expansive sandy shores, ideal for sunbathing, swimming, and beachcombing.
What is the most popular type of holiday rental accomodation in Kaunakakai?
In Kaunakakai, condos are the most popular type of holiday rental, with approximately 65 available in the area. These condos typically feature modern amenities such as fully equipped kitchens, spacious living areas, and often offer stunning views of the ocean, making them ideal for travellers looking to enjoy the beautiful Hawaiian scenery. Many condos are situated near the town centre, providing easy access to local shops and restaurants.
Are there any family house rentals in Kaunakakai?
In Kaunakakai, Hawaii, there are numerous family-friendly house rentals available, with around 97 options to choose from. This charming town on the island of Molokai offers a peaceful atmosphere and easy access to beautiful beaches, making it an ideal destination for families. Many properties feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play and families can gather.
Can I rent a holiday home with a pool or hot tub in Kaunakakai?
In Kaunakakai, there are plenty of holiday homes available for rent that feature pools and hot tubs, with approximately 114 options to choose from. This charming town in Molokai offers a serene atmosphere and stunning ocean views, making it an excellent destination for a relaxing getaway. Many of these rentals come equipped with private pools, inviting hot tubs, and spacious outdoor areas, superb for soaking up the sun or enjoying evening gatherings. Expect amenities such as fully equipped kitchens, air conditioning, and comfortable living spaces, ensuring a pleasant stay for guests.
Can I find long-stay holiday rentals in Kaunakakai?
A long-stay holiday rental in Kaunakakai is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Kaunakakai?
In Kaunakakai, there are several pet-friendly house rentals available, allowing travellers to enjoy a Hawaiian getaway with their furry companions. Many of these properties are equipped with a range of amenities, such as fully furnished kitchens, outdoor spaces, and comfortable living areas, great for relaxing after a day of exploring the island.
Are there any remote work holiday rentals in Kaunakakai?
In Kaunakakai, Hawaii, there are numerous remote work-friendly holiday rentals available, with around 119 options to choose from. This charming town on the island of Molokai offers a peaceful environment ideal for those looking to balance work and relaxation. Many of the rentals feature essential amenities such as high-speed Wi-Fi, dedicated desk spaces, and comfortable chairs, ensuring a productive workspace. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Kaunakakai holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Kaunakakai with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Kaunakakai?
In Kaunakakai, popular rental amenities include shared swimming pools, ocean views, and complimentary Wi-Fi in the rooms. Many holiday rentals also come equipped with kitchens, allowing guests to prepare their own meals.
When is the best time to visit Kaunakakai for a holiday rental?
April is the most popular month to visit Kaunakakai, as it falls within the delightful peak season that runs from February to April. This period is characterised by warm temperatures, averaging around 24-27°C, making it superb for beach activities and outdoor exploration. Visitors flock to the area to enjoy its stunning beaches, lush landscapes, and unique cultural experiences, all while basking in the sunshine.

During this peak season, Kaunakakai becomes a hub of activity, with plenty of opportunities for snorkelling, hiking, and experiencing local events. The gentle trade winds provide a comfortable climate, ideal for leisurely strolls along the coast or exploring the quaint town, known for its charming shops and eateries.

If you're looking for a more budget-friendly option, consider visiting in October. While this month is outside of the peak season, it still offers warm weather and a more tranquil atmosphere. You can enjoy the serenity of the beaches and the natural beauty of the island without the crowds, making it a great time for reflection and relaxation.
How early should I book a Kaunakakai holiday rental?
Book your Kaunakakai holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Kaunakakai home rental booking on Vrbo?
To find Kaunakakai holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Kaunakakai holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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